Dropping Bombs He Went From Prison to $80M Roofing CEO
Jan 22, 2026
Brandon J Kowalski, founder and CEO of Brandon J Roofing, shares his incredible journey from a decade in prison to building an $80 million roofing empire. He discusses the pivotal moment of his suicide attempt that sparked his transformation and commitment to personal development. Emphasizing extreme accountability and a relentless work ethic, Brandon reveals the importance of having a clear vision and a culture-first approach where second-chance talent thrives. His experiences shine a light on the power of discipline, coachability, and the relentless pursuit of growth.
AI Snips
Chapters
Books
Transcript
Episode notes
From Bench To Rapid Goal Completion
- Brandon J Kowalski wrote a detailed list of who he wanted to become after prison and set a six-to-seven year target.
- He acted like he had no time to waste and achieved those goals in 16 months by going all in.
Prioritize Personal Development First
- Build personal development into your company before wealth becomes the sole focus.
- Teach financial literacy and character so employees don’t blow their earnings and instead level up.
Hire For Coachability And Vision
- Vet for coachability and vision alignment within 30 days and reverse-engineer their goals into daily actions.
- Expect high standards and reward people who work harder than they ever have.
